Family-friendly holiday rentals in Cowpet Bay

5 out of 5 average rating, 18 reviews

Flat in East End

Island Timin' Elysian Cowpet Bay Beach Resort USVI

Welcome to your tropical paradise! Charming one bedroom(King Bed), one bath Elysian condo with generators. The perfect getaway. Walking distance to the Ritz Carlton and short drive to Red Hook. Resort includes a beautiful onsite pool with grotto, waterfall, relaxing hot tub, tennis court, and palm lined beach. Enjoy delicious meals at two on-site restaurants, or sip a cocktail at the pool bar while enjoying your breathtaking views. Privately owned so no security deposit, resort or energy fees.

An outdoor swimming pool is surrounded by lush tropical landscaping, featuring a central stone fountain. Palm trees sway gently in the background under a clear blue sky, with lounge chairs and umbrellas positioned around the pool area.

5 out of 5 average rating, 7 reviews

*Beachfront Ely-sian Resort* Studio King Suite

*Feel free to ask about discounts for your reservation!* Located on the eastern end of St. Thomas, this resort is perfect for couples and visitors of all ages! Ideally located right next to the picturesque St. Thomas Yacht Club, just minutes from the best St. Thomas sites and attractions. Enclosed by palm-shaded hills and overlooking its own yacht-filled cove, this resort provides a full array of amenities and water activities above and below the sea including some excellent snorkeling spots!

A sandy beach offers a serene view featuring clusters of leafy trees providing shade. The calm turquoise waters are visible in the background under a clear blue sky. Beach seating is scattered along the shoreline, inviting relaxation and enjoyment of the landscape.

5 out of 5 average rating, 193 reviews

"H2Oh What a Beach!" condo: Walk-out Beach Access!

"H2Oh What a Beach!" condo Building A of Sapphire Beach Resort & Marina: ground floor unit with direct access to one of the most beautiful beaches in the Caribbean. Steps away from Sea Salt fine dining restaurant, Sapphire Beach Bar, Paradise Pie pizza, and Beach Buzz coffee shop. A mile from Red Hook featuring many restaurants & island ferries. Great beach, swimming, snorkeling, parasailing, and relaxing right outside your door. Be among the many visitors who LOVE this totally renovated condo.

A wooden bench with a sign reading 'SAIL AWAY' is positioned on a patio, overlooking the vibrant blue waters of a beach. Lush green foliage and palm trees frame the view, with rolling hills visible in the distance under a partly cloudy sky.

4.94 out of 5 average rating, 126 reviews

Sail Away II-WOW Beachfront to Paradise Remodeled

Sail Away II at Sapphire Beach Resort and Marina is located on the beachfront just steps away from the sparkling Sapphire Beach. The patio leads you to a dazzling infinity pool and the option of 2 immaculate beaches. Golden sand, pristine Caribbean water and amenities galore await you. No need to leave the tranquility of your room thanks to the many home furnishings within your vacation paradise. Beach level, beachfront & lush surroundings is yours to escape the hub of city life. KING SIZE BED!

4.95 out of 5 average rating, 308 reviews

A tranquil view is presented from a covered deck, showcasing a vibrant panorama of Magen's Bay and the Atlantic Ocean, along with nearby islands. A hammock is suspended between wooden posts, inviting relaxation in the serene surroundings.

Flat in St. Thomas

Casa Grand View

*NO CLEANING FEE* Located on the cool Northside of St. Thomas, our home looks out over a large flat-ish yard & a panoramic view of Magen's Bay, the Atlantic Ocean, and 20 small islands. Your unit has a private entrance 5 steps down from your dedicated parking space. Note: 1. There is no smoking allowed on the deck or in the apartment. 2. Unlike many Airbnbs we do NOT charge a cleaning fee so we ask our guests to sweep and wash their dishes before leaving. 3. No more than 4 guests at ANY time.

An expansive view of the ocean features boats gently bobbing on the water. A sandy beach is visible in the foreground, framed by palm trees. The backdrop includes lush green hills and a bright, clear sky with a few fluffy clouds.

4.97 out of 5 average rating, 150 reviews

Killer View, Pool, Hot Tub, Family Friendly Condo

ALWAYS BOOK WITH A LOCAL for the INSIDE SCOOP! Look no further than this 1,470 sq. ft. condo with a TOTAL MAKEOVER & professionally designed interiors that deliver a true “OMG” vacation vibe. Open the sliders to a fully screened lanai & let the refreshing island breezes flow through. Guests rave about the condo & my excellent customer service--you won’t regret booking! I’m Sherri, your Superhost, living in St. Thomas for 22+ years, ready to share insider tips & answer all your VI questions.

A small patio area is shown, featuring a round table with two high chairs. Lush greenery is visible in the foreground, with a stunning view of the blue water and distant hills beyond. The sky is bright with clouds scattered throughout.

4.94 out of 5 average rating, 185 reviews

St. Thomas USVI, Waterfront Condo, Affordable

Beautiful Waterfront Condo, in gorgeous St. Thomas, U.S. Virgin Islands, overlooking Red Hook and uninhabited islands. All 32 condos were recently renovated as of 2020. Renovations are now complete on all units, and includes new exterior, new windows, doors, glass sliding doors all to building code. Inside the condo recent updates include a new kitchen, new stove, new ceiling fans, new bathroom vanity, new furniture. Air Conditioning a split level 24k unit works great and pumps cold A/C.

A spacious bedroom is furnished with a large bed featuring a woven headboard. Light blue and white palm-patterned wallpaper adds a serene touch. A seating area with two chairs and a coffee table is visible, and sliding glass doors lead to a balcony overlooking the beach.

4.85 out of 5 average rating, 217 reviews

Charming Beach Condo w/ Balcony- 2 Pools and Beach

Located at Sapphire Village. Amazing balcony and views of Sapphire Beach and its turquoise waters. Short walk to the beach and beach bar! Completely renovated with new furniture- 1 KING bed, and one queen sleeper sofa. Property has hotel amenities including 2 pools, great snorkeling off of the beach, 3 restaurants, beach bar, coffee shop & deli! Secure safe location. Taxis are readily available for rides to grocery stores, Red Hook for dinner, St. John Ferry, beaches. 25 min from airport!

Serviced apartment in East End

An integrated kitchenette is featured beneath a lofted queen bed, accessible by a wooden ladder. Vibrant wall art adds color to the space. A small refrigerator, cooking essentials, and a sink create a functional area, complemented by organized shelves and drawers.

4.96 out of 5 average rating, 113 reviews

Lazy Loft: Tiny Room Loft and Private Outdoor Bath

Location, Location, Location…we're a short, 1/2 mile walk to Red Hook, the most happening place on the island (Including St John Ferry, grocery, marina, and 20+ eateries and bars) and Secret Harbour Beach. We’re nestled within a large home with a tropical themed backyard. We have a Saltwater Pool, 5 decks, BBQ grill, Honor Bar, outdoor dining areas, lounge chairs, hammocks, Corn-Hole, and other bar games. Help yourself to our snorkeling gear, Ice chests or beach chairs. ADULT/TEEN ONLY.

A serene beachfront scene showcases soft sandy shores meeting calm turquoise waters, dotted with boats. Lush palm trees frame the view, while distant green hills rise against a bright blue sky filled with fluffy white clouds.

4.99 out of 5 average rating, 110 reviews

Ocean Front Steps to beach w/ pool and restaurant

7+ Nights = 10% Off Stay! Stay at Océan Bleu, a recently renovated 2-bedroom, 2-bath oceanfront condo in Cowpet Bay, St. Thomas. Enjoy stunning views, a private balcony, steps to beach, pool, hot tub and two restaurants. The condo has modern appliances, beach decor, and a fully equipped kitchen. Fast Starlink WiFi, linens, beach towels included. Located near Red Hook and the Ritz, with private parking and a gated community for peace and security. No smoking on the balcony or inside.

4.97 out of 5 average rating, 120 reviews

A spacious pool area is highlighted by a refreshing private pool, surrounded by a wooden deck. Two black loungers provide comfortable seating, while colorful inflatables add a playful touch to the clear water. The setting is brightened by large glass doors and subtle outdoor lighting.

Home in East End

Private Pool in Paradise! Ocean View Steps 2 Beach

Come enjoy the island life at this tranquil villa with private pool...only steps from the beach! Cooler, snorkeling gear, and beach chairs INCLUDED! The entire home has been remodeled. The pool has been fully updated as well as the deck area, which includes brand new furniture and high-end loungers. A new gas grill has also been added for your outdoor grilling pleasure. Stream all your favorites with our strong Wi-Fi. Upscale restaurant, Pangea, is just steps away. Free parking.